通过丙炔基锍盐作为 C1 合剂合成炔基环丙[c]香豆素。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2024-09-02 DOI:10.1039/d4ob01089b

Lavanya Chandrasekar , Yun-Zhen Hsieh , Hao-Tse Chou , Yu-Chen Huang , Wei-Min Liu

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引用次数: 0

摘要

在此，我们提出了一种利用丙炔基锍盐作为 C1 合子制备炔基环丙[c]香豆素衍生物的新方法，收率中等至良好。与 Br- 相比，由于 ClO4- 的亲核能力较弱，使用 ClO4- 作为反阴离子可显著提高产率。当取代的 R1 基团位于香豆素支架的 5 位时，该方法反应条件温和，底物范围广，具有良好的非对映选择性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of alkynyl cyclopropa[c]coumarins via propargyl sulfonium salts as C1 synthons†

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Synthesis of alkynyl cyclopropa[c]coumarins via propargyl sulfonium salts as C1 synthons†

Herein, we present a novel approach for the preparation of alkynyl cyclopropa[c]coumarin derivatives with medium to good yields utilizing propargyl sulfonium salts as C1 synthons. Compared with Br⁻, using ClO₄⁻ as the counter anion significantly enhances the yield due to its lesser nucleophilic ability. This method features mild reaction conditions and a broad substrate scope with good diastereoselectivity when the substituted R¹ group is at the 5-position of the coumarin scaffold.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.